N-(3-(((2R,3S,4S,5R,6S)-3,5-dihydroxy-2-(hydroxymethyl)-6-methoxytetrahydro-2H-pyran-4-yloxy)methyl)-2H-chromen-2-ylidene)-4-methylbenzenesulfonamide

ID: ALA3311522

Chembl Id: CHEMBL3311522

PubChem CID: 118707319

Max Phase: Preclinical

Molecular Formula: C24H27NO9S

Molecular Weight: 505.55

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@H]1O[C@H](CO)[C@H](O)[C@H](OCc2cc3ccccc3o/c2=N\S(=O)(=O)c2ccc(C)cc2)[C@H]1O

Standard InChI:  InChI=1S/C24H27NO9S/c1-14-7-9-17(10-8-14)35(29,30)25-23-16(11-15-5-3-4-6-18(15)33-23)13-32-22-20(27)19(12-26)34-24(31-2)21(22)28/h3-11,19-22,24,26-28H,12-13H2,1-2H3/b25-23-/t19-,20+,21-,22+,24+/m1/s1

Standard InChI Key:  DORDHSTVQLZMAV-UJOPRZABSA-N

Alternative Forms

1. Parent:

   

   ALA3311522

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 505.55

Molecular Weight (Monoisotopic): 505.1407

AlogP: 1.00

#Rotatable Bonds: 7

Polar Surface Area: 148.02

Molecular Species: NEUTRAL

HBA: 9

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.28

CX Basic pKa: ┄

CX LogP: 1.44

CX LogD: 1.44

Aromatic Rings: 3

Heavy Atoms: 35

QED Weighted: 0.43

Np Likeness Score: 0.29

References

1. Rajput VK, Leffler H, Nilsson UJ, Mukhopadhyay B..  (2014)  Synthesis and evaluation of iminocoumaryl and coumaryl derivatized glycosides as galectin antagonists.,  24  (15): [PMID:24973029] [10.1016/j.bmcl.2014.05.063]

Source

Source(1):

• Scientific Literature